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Old Oakville

Home Cost

$1,107,200

Average Family Income

$705,865

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About Old Oakville

Old Oakville is the original settlement of the area dating back to the 1800’s, and the historic buildings and grandiose waterfront mansions create an impressive visual punch. This is luxury at its finest, and this is probably Oakville’s most expensive and most desirable area.

Who Lives Here

There is plenty of old money in Old Oakville, and you’ll find lots of affluent families with kids, as well as many empty nesters and seniors. There’s also an influx of young professionals populating those condos and town homes. This is a very popular area, and those who can afford it absolutely adore it.

What's Great About It?

As with most of Oakville, there’s a beautiful waterfront and refreshing greenery at every turn. What’s unique about this area, however, is that historic feel throughout much of it—something noticeably different from the newer areas in Oakville. There’s a unique charm that continues to appeal to people. Go for a stroll and you’ll see for yourself!

Schools

St. Vincent Elementary (JK-Gr 8)
St. Joseph Elementary (Gr 5-8) (Fr. Imm.)
St. Thomas Aquinas Secondary (Gr 9-12) (Fr. Imm.)
Maple Grove Elementary (JK-Gr 8)
New Central Elementary (JK-Gr 6)
E.J. James Elementary (Gr. 1-8) (Fr. Imm.)
Oakville Trafalgar Secondary (Gr 9-12) (Fr. Imm.)

Many of Old Oakville’s affluent residents choose to send their children to one of the many surrounding private schools such as MacLachlan College, Dearcroft Montessori, St. Mildred’s-Lightbourn School, West Wind Montessori Jr. High School, and Appleby College.

Homes for sale in Old Oakville

Looking for listings in Old Oakville for sale? You’re only seeing some of the listings available here. To see them all, just click the ‘Signup’ or ‘Login’ links below.

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We have found a total of 111 listings, but only 76 are available for public display. To get instant access to all 111 listings, please .
13-24/76
  • 143 Balsam Drive in Oakville: Old Oakville House (2-Storey) for sale : MLS®# W8218220

    143 Balsam Drive Old Oakville Oakville L6J 3X4
    Main Photo: 143 Balsam Drive in Oakville: Old Oakville House (2-Storey) for sale : MLS®# W8218220
    $4,750,000
    Freehold
    Status:
    Active
    MLS® Num:
    W8218220
    Bedrooms:
    5
    Bathrooms:
    4
    Rare offering of a lush, private 102' x 296' lot (approx 0.7 acre) on coveted street in SE Oakville, close to downtown shops & restaurants. Build or enjoy as is! Long, meandering drive leads to existing family home of approx. 3,140 sq ft. Featuring 5 bedrooms and 4 bathrooms. The home is in good condition and could be lived in or rented out for the time being. Surrounded by mature trees on all sides, this lot is very private! With RL1-0 zoning, this lot allows for a build of over 8,600 square feet above grade. The 102 wide frontage allows for a stunning elevation and interesting design not achieved on narrower lots. The depth of almost three hundred feet provides ample space for you to create the ultimate backyard oasis! The attached rendering was designed by Foreshew Design Associates Inc. proposing the possibility of a detached coach house style garage beside a true estate home. Steps to one of the areas best public schools and close to the top private schools in Oakville. Being on the south end of Balsam, this home is just a few minute walk to Downtown Oakville and the Lake! A short drive to all major highways and Oakville GO. Your dream home awaits! More details
    Listed by CENTURY 21 MILLER REAL ESTATE LTD.
    Tanya Crepulja
    Steven Fontes
  • 331 Macdonald Road in Oakville: Old Oakville House (2-Storey) for sale : MLS®# W8328582

    331 Macdonald Road Old Oakville Oakville L6J 2A8
    Main Photo: 331 Macdonald Road in Oakville: Old Oakville House (2-Storey) for sale : MLS®# W8328582
    $4,695,000
    Freehold
    Status:
    Active
    MLS® Num:
    W8328582
    Bedrooms:
    5
    Bathrooms:
    5
    Located in one of Oakville's most desirable pockets this new custom home creates a stylish atmosphere that will impress even the most detailed buyer. Architecture by Hicks Design Studio and built by Gasparro Homes this home features over 3,100 square feet above grade as well as a rare double car garage. The transitional design layered with soft textures and high-end light fixtures make it the ultimate retreat! The foyer provides a clean sightline through the rear of the home which highlights the near floor to ceiling windows. Double metal French doors, with beveled privacy glass, lead you into the home office with wall-to-wall cabinetry. From the dining room, walk through the butlers pantry into the open concept kitchen and family room. The kitchen, by Barzotti Woodworking, is extremely functional and features white oak cabinetry with black/glass accents, an oversized island, and cozy breakfast nook. The second level of this home has a bright and airy feel with gorgeous skylights and semi-vaulted ceilings in every room allowing for extended ceiling heights. The primary suite spans the rear of the home with stylish ensuite and large walk-in closet with custom organizers. Two additional bedrooms share access to a jack-and-jill washroom. The final bedroom upstairs enjoys its own private ensuite and has a walk-in closet. The lower level of this home features 10ft ceilings and radiant in floor heating. The recreation room, with custom wet bar overlooks the glass enclosed home gym. A fifth bedroom along with full washroom is also found on this level. This level is finished off with a cozy home theatre. This home also features two furnaces and two air conditioners for ultimate home comfort. The private rear yard is freshly landscaped with a full irrigation system as well as landscape lighting. The back patio features retractable screens and naturally extends the indoor living space. The ultimate turn-key package. More details
    Listed by CENTURY 21 MILLER REAL ESTATE LTD.
    Tanya Crepulja
    Steven Fontes
  • 337 Macdonald Road in Oakville: Old Oakville House (2-Storey) for sale : MLS®# W8328594

    337 Macdonald Road Old Oakville Oakville L6J 2A8
    OPEN HOUSE: May 19, 2024
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, May 19, 2024 2:00 PM - 4:00 PM
    Main Photo: 337 Macdonald Road in Oakville: Old Oakville House (2-Storey) for sale : MLS®# W8328594
    $4,695,000
    Freehold
    Status:
    Active
    MLS® Num:
    W8328594
    Bedrooms:
    5
    Bathrooms:
    6
    Brand new, never lived in custom-built home features a double car garage and over 3,100 square feet above grade in the heart of Old Oakville. Architecture by Hicks Design Studio and built by Gasparro Homes, a keen eye for detail was maintained to ensure top quality craftsmanship throughout. The foyer feels open and airy with 22-foot ceilings open to above. Double metal French doors lead you into the home office with wall-to-wall cabinetry. The open concept kitchen and family room is stunning. Oversized windows allow for endless natural light. The kitchen, by Barzotti Woodworking is extremely functional and features endless cabinetry, an oversized island, and hidden walk-in pantry all with white oak accents. The second level of this home has a bright and airy feel with gorgeous skylights and semi-vaulted ceilings in every room allowing for extended ceiling heights. The primary suite spans the rear of the home and features a fireplace. The fresh ensuite features a curbless shower, standalone soaker tub and stunning white oak vanity with reeded detail. A large walk-in closet with custom organizers completes this space. The three additional bedrooms all have oversized closets and private ensuites. The lower level of this home features 10ft ceilings and radiant in floor heating throughout. The recreation room, with custom wet bar overlooks the glass enclosed home gym. A fifth bedroom along with full washroom is also found on this level. The space under the garage was excavated to increase the size of the lower level and allow for a cozy home theatre. This home also features 2 furnaces and 2 air conditioners for ultimate home comfort. The private rear yard is freshly landscaped with a full irrigation system as well as landscape lighting. The back patio features retractable screens and naturally extends the indoor living space. Walking distance to downtown Oakville, Whole Foods Plaza and the GO Train this home is picture perfect! More details
    Listed by CENTURY 21 MILLER REAL ESTATE LTD.
    Tanya Crepulja
    Steven Fontes
  • 398 Lakeshore Road W in Oakville: Old Oakville House (2-Storey) for sale : MLS®# W8327980

    398 Lakeshore Road W Old Oakville Oakville L6K 1G1
    Main Photo: 398 Lakeshore Road W in Oakville: Old Oakville House (2-Storey) for sale : MLS®# W8327980
    $4,599,000
    Freehold
    Status:
    Active
    MLS® Num:
    W8327980
    Bedrooms:
    5
    Bathrooms:
    5
    Elegant Luxurious Executive Family Residence. Cornerstone in one of Oakville's most prestigious neighbourhoods, complete privacy surrounded by mature trees and beautiful landscaping. Impressive 5,600 sqft home, sunshine and light washing the living room, family room , kitchen and back yard areas with a picturesque nature stroll 600 meters from the shores of beautiful Lake Ontario. Enter guests are greeted by a grand foyer adorned with soaring ceilings and flooded with natural light pouring through large windows up to the four bedrooms on the upper level and seamlessly connecting the living, dining, piano room, office and kitchen areas, creating an inviting space perfect for hosting and entertaining friends and family. Recently renovated interior exudes elegant sophistication with modern amenities and stylish finishes throughout. The main suite is a retreat that boasts double entrance doors vaulted ceilings and luxurious spa-like ensuite providing a peaceful and sun filled sanctuary for rest and rejuvenation. The spacious upper-level bedrooms are complete with designer bathrooms.The great room on the lower level complete with fireplace, grand double entrance doors wired for theatre offers ample space for relaxation and recreation, the gym provides a convenient space for staying active without ever leaving home., the 5th bedroom is spacious and next to the designer bathroom. The 3 ample storage rooms complete the lower level.This is an extraordinary family home for all seasons. The extensive landscaping invites residents to savor the beauty from the vibrant colors of spring to the serene snowfall of winter. Lounging in the sun-soaked backyard or enjoying a quiet evening under the stars, this residence offers endless opportunities for relaxation and enjoyment. Walk to charming Old Oakville and just steps away from ApplebyCollege, this home is the perfect blend of luxury and convenience. This impressive executive residence is sure to exceed your expectations. More details
    Listed by RIGHT AT HOME REALTY
    Tanya Crepulja
    Steven Fontes
  • 136 Watson Avenue in Oakville: Old Oakville House (2-Storey) for sale : MLS®# W8280312

    136 Watson Avenue Old Oakville Oakville L6J 3T4
    Main Photo: 136 Watson Avenue in Oakville: Old Oakville House (2-Storey) for sale : MLS®# W8280312
    $4,295,000
    Freehold
    Status:
    Active
    MLS® Num:
    W8280312
    Bedrooms:
    4
    Bathrooms:
    4
    Exceptionally well-maintained custom-built home on one of Old Oakvilles most desired streets. Situated on a corner lot that allows in so much natural light through an abundance of large windows, this home features over 3,250 sq ft plus a fully finished lower level. As you enter the foyer you immediately feel the level of detail that went into the design. The main floor has a functional and formal floor plan with large principal rooms, highlighted by beautiful rich hardwood floors. With entertaining in mind, the kitchen, with top-of-the-line appliances and custom cabinetry, opens to the great room and also flows effortlessly through the servery to the formal dining room. The mudroom provides ease-of-flow to the hub of the home with both inside access from the garage and access to the rear yard - bench seating and built-in coat cubbies span this transitional space. The second floor has a lovely primary suite spanning across the rear of the home with large walk-in closet is filled with custom organizers and spa ensuite which compliments the serene ambiance of the primary suite. Two additional bedrooms, each with ample closet space, share access to the main bathroom. A full-size laundry room is also conveniently located on this level. The lower level with radiant in-floor heating and large window wells makes you forget you are in a lower level. A large recreation space and home gym as well as a full washroom and fourth bedroom are found down here. Extensive landscaping in both the front and rear yard highlights the exterior of this home the 70 wide lot allows for a double car garage and driveway something that is rare in Old Oakville. The rear yard has extensive patios and decks all surrounded by a canopy of trees creating a private and serene backyard. A short walk to the lake, downtown Oakville, and some of Oakville best private and public schools. Timeless design and expert craftsmanship are cornerstone elements of this exceptional custom home. More details
    Listed by CENTURY 21 MILLER REAL ESTATE LTD.
    Tanya Crepulja
    Steven Fontes
  • 375 Lakeshore Road W in Oakville: Old Oakville House (2-Storey) for sale : MLS®# W8328736

    375 Lakeshore Road W Old Oakville Oakville L6K 1G4
    Main Photo: 375 Lakeshore Road W in Oakville: Old Oakville House (2-Storey) for sale : MLS®# W8328736
    $3,999,000
    Freehold
    Status:
    Active
    MLS® Num:
    W8328736
    Bedrooms:
    5
    Bathrooms:
    5
    Sophisticated, Elegant, Timeless Gem On A Park-Like, Fully Landscaped 276' Deep Lot. Tranquility At It's Finest W/Salt Water Pool, Hot Tub, Pond, Gorgeous Glass House, Outdoor Kitchen And Complete Privacy. This Gorgeous Home Offers Hardwood Floors Throughout, Gourmet Kitchen With High End Appliances, Breakfast Room Overlooking The Garden, Separate Dining, Living And Family Area On Main Floor. Professionally Finished Basement W/Wet Bar, Gas Fireplace, State Of The Art Theatre Room, Wine Cellar for over 1000 bottles, Full Bath And A 5th Bdrm. The 2nd Floor With 4 Great Bdrms And Huge Sitting/Office Room, 3 Full Baths And The Best Views From Every Window. A Must See! More details
    Listed by RIGHT AT HOME REALTY
    Tanya Crepulja
    Steven Fontes
  • 329 Douglas Avenue in Oakville: Old Oakville House (2 1/2 Storey) for sale : MLS®# W8187378

    329 Douglas Avenue Old Oakville Oakville L6J 3S7
    Main Photo: 329 Douglas Avenue in Oakville: Old Oakville House (2 1/2 Storey) for sale : MLS®# W8187378
    $3,799,000
    Freehold
    Status:
    Active
    MLS® Num:
    W8187378
    Bedrooms:
    4
    Bathrooms:
    3
    Step inside this elegant, timeless home in Old Oakville! This home is brimming with character yet blended with modern amenities to provide everyday convenience. Situated on a sprawling 100 x 150 lot, with over 4,100 sqft of finished living space, this property is steeped in charm including diamond & rectangular-patterned leaded glass windows, wood trim and millwork, exposed ceiling beams and hardwood floors. Standout features include two wood burning fireplaces on the main level and oversized dining and living rooms. The sunroom is emersed in sunlight with French doors to the backyard. The expanded kitchen includes a soaring ceiling, exposed red-brick wall, solid cherry cabinets, granite countertops plus a servery/bar area. Upstairs on the 2nd floor you will find the primary bedroom with 5-pc ensuite plus 2 additional large bedrooms and 3pc-bath. Brimming with natural light, the 3rd floor space can be used as a 4th bedroom, office or recreation room. A private backyard oasis, complete with in-ground saltwater gunite pool, irrigation system and professional, mature landscaping make it perfect for entertaining. There is a large, detached 2-car garage plus ample driveway parking. Ideally located within walking distance to downtown Oakville's fabulous restaurants and shops, Whole Foods, new community centre and Oakville GO station. Close to many of Oakville's top-rated public and private schools. Come and fall in love with the special home! More details
    Listed by RE/MAX ESCARPMENT REALTY INC.
    Tanya Crepulja
    Steven Fontes
  • 485 Macdonald Road in Oakville: Old Oakville House (2-Storey) for sale : MLS®# W7363444

    485 Macdonald Road Old Oakville Oakville L6J 2B7
    Main Photo: 485 Macdonald Road in Oakville: Old Oakville House (2-Storey) for sale : MLS®# W7363444
    $3,799,000
    Freehold
    Status:
    Active
    MLS® Num:
    W7363444
    Bedrooms:
    5
    Bathrooms:
    3
    Rare find! Terrific 90ft*200ft building parcel in coveted Old Oakville.This expansive and secluded lot W/ 2850sqft living space.is enveloped by majestic towering trees, providing unmatched privacy. Nestled on a serene and tree-lined street among million-dollar homes and mansions, this property offers a truly exclusive setting. a true gem of Old Oakville! The mature trees and plants gracefully border the property, creating an idyllic and private sanctuary. 4 bedroom plus main floor office 3 full bathroom. Step into the enchanting front vestibule entrance. The delightful front conservatory offers breathtaking garden views, while the main floor den provides a versatile space for various purposes-can be used as main flr bedrm with a full bath on main floor too. family room addition with a rooftop terrace, perfect for relaxing and entertaining. Whether you envision renovating the existing structure or building your dream home from scratch, the possibilities are endless. More details
    Listed by REAL ONE REALTY INC.
    Tanya Crepulja
    Steven Fontes
  • 206 300 Randall Street in Oakville: Old Oakville Condo for sale : MLS®# W8244954

    206 300 Randall Street Old Oakville Oakville L6J 0G2
    Main Photo: 206 300 Randall Street in Oakville: Old Oakville Condo for sale : MLS®# W8244954
    $3,150,000
    Condo
    Status:
    Active
    MLS® Num:
    W8244954
    Bedrooms:
    2
    Bathrooms:
    3
    Award-winning Rosehaven construction rich with Parisian nostalgia, complete with an elegant stone facade that offers the absolute best of lavish finishes. #206 is a stunning two-bedroom suite with 2,355 sq ft of opulent living space featuring large principal rooms, hardwood flooring, meticulous marble detailing in rotunda and bathrooms, breathtaking millwork, and magnificent zebra wood details. The kitchen and great room are combined into one expansive space which is ideal for entertaining. Kitchen offers beautiful custom cabinetry, gleaming hardware, and top-of-the-line professional appliances. Two access points to the Juliet balconies that overlook Randall Street. Spacious laundry room with built-in cabinetry and additional storage room. Two bedrooms each have ensuite privileges. The principal 6pc ensuite is a spa-like retreat with glass shower, soaker tub, double vanity and separate water closet with glass enclosure. Principal dressing room has wrap-around cabinets and island in the center with soft-close drawers for jewelry, ties and other items. Suite comes equipped with Crestron system that manages the lighting and power blinds throughout. Two side-by-side parking spaces conveniently located, as well as a locker. Luxuriate in living just steps from the Lake and the many fine Oakville restaurants and shops. Some virtually staged photos More details
    Listed by RE/MAX ESCARPMENT REALTY INC.
    Tanya Crepulja
    Steven Fontes
  • 2 336 Robinson Street in Oakville: Old Oakville Condo for sale : MLS®# W8325968

    2 336 Robinson Street Old Oakville Oakville L6J 1G9
    OPEN HOUSE: May 19, 2024
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, May 19, 2024 2:00 PM - 4:00 PM
    Main Photo: 2 336 Robinson Street in Oakville: Old Oakville Condo for sale : MLS®# W8325968
    $3,149,000
    Condo
    Status:
    Active
    MLS® Num:
    W8325968
    Bedrooms:
    3
    Bathrooms:
    5
    This exquisite "Rock Cliff" residence, ideally positioned mere steps from the lake in prestigious Old Oakville, epitomizes luxurious living. A marvel of modern construction, this impeccable 3-bedroom townhome is suffused with natural light and adorned with meticulous craftsmanship. Upon entry, a grand foyer adorned with garage access sets the tone of sophistication, while an elevator ensures effortless mobility throughout. The main level unveils a sumptuous bedroom retreat, complete with a lavish 4-piece ensuite and commodious walk-in closet. An expansive open-concept living space, accentuated by panoramic picture windows and a resplendent gas fireplace, offers an ambiance of refinement. A chef's dream, the kitchen exudes elegance with its designer finishes, including a butler's pantry and top-of-the-line Dacor appliances. Ascend to the Master Suite, a sanctuary of indulgence boasting a voluminous walk-in closet and a spa-inspired ensuite replete with a luxurious freestanding tub and heated floors. The lower level presents a cozy haven with a recreational room and a bathroom, complemented by a separate laundry room for added convenience. No expense has been spared, with details such as wide-plank hardwood floors, bespoke crown moldings, and opulent features like a heated driveway and multi-level laundry facilities. An elevator, servicing every level including the private rooftop deck, ensures seamless access. Embraced by the allure of prime locale, residents enjoy easy access to upscale shopping, fine dining establishments, and scenic parks. With its turn-key allure, this residence promises a lifestyle of unparalleled luxury and comfort. More details
    Listed by BERKSHIRE HATHAWAY HOMESERVICES WEST REALTY
    Tanya Crepulja
    Steven Fontes
  • 298 River Side Drive in Oakville: Old Oakville House (Bungaloft) for sale : MLS®# W8204394

    298 River Side Drive Old Oakville Oakville L6K 3N4
    Main Photo: 298 River Side Drive in Oakville: Old Oakville House (Bungaloft) for sale : MLS®# W8204394
    $3,100,000
    Freehold
    Status:
    Active
    MLS® Num:
    W8204394
    Bedrooms:
    5
    Bathrooms:
    4
    Experience the unique charm of this well-maintained bungalow loft, situated in one of Oakville's most sought-after neighborhoods! Boasting a perfect blend of comfort, style, and convenience, this delightful home is the ideal choice for your next move. The main floor features a primary bedroom with a walk-through closet and ensuite, as well as a second bedroom currently used as an office. The open-concept white kitchen, complete with a large walnut island and quartz countertops, overlooks the great room with its gas fireplace and cathedral ceilings. Large windows flood the home with natural light, creating a warm and inviting ambiance throughout. Enjoy great sightlines through the windows and patio doors that lead to the porch, patio and mature backyard, complete with a large raised vegetable garden and shed. A separate dining room and laundry/mud room with inside entry to the insulated double car garage add to the convenience of this floor. The versatile loft space provides ample room with two large bedrooms, a 4-piece bathroom and sitting area. The finished basement offers a large family room, bedroom, 3-piece bathroom, and the potential for an additional bedroom or hobby room. All this within walking distance of Kerr Village, Downtown Oakville, Oakville Transit, school buses, and parks. More details
    Listed by RE/MAX ABOUTOWNE REALTY CORP.
    Tanya Crepulja
    Steven Fontes
  • 204 221 Allan Street in Oakville: Old Oakville Condo for sale : MLS®# W8164636

    204 221 Allan Street Old Oakville Oakville L6J 3P2
    Main Photo: 204 221 Allan Street in Oakville: Old Oakville Condo for sale : MLS®# W8164636
    $3,049,900
    Condo
    Status:
    Active
    MLS® Num:
    W8164636
    Bedrooms:
    2
    Bathrooms:
    3
    In the heart of SE Oakville lies The Brantwood Residences, an exclusive condominium within a historic building. With only 9 units, this property promises a rare blend of luxury and charm. Step into this meticulously crafted 2-bdrm, 2.5-bath unit spanning just over 2000 sqft. The grandeur of 10-ft ceilings and engineered hardwood flooring welcomes you inside, while outside, a large terrace offers a serene retreat. Enjoy the convenience of 2 parking spots and an extra large locker included with the unit. Immerse yourself in the beauty of the surrounding historic neighbourhood, with parks, and walking trails at your doorstep. For commuters, the nearby Go Train station ensures easy access to Toronto. With downtown Oakville just a short walk away, indulge in a vibrant array of shops, restaurants, and amenities. Schedule a viewing today. More details
    Listed by THE CONDO STORE REALTY INC.
    Tanya Crepulja
    Steven Fontes
13-24/76
Data was last updated May 18, 2024 at 03:55 PM (UTC)
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